diff --git a/CHANGELOG.next.asciidoc b/CHANGELOG.next.asciidoc
index 8155d28ace3..33afd9eb33c 100644
--- a/CHANGELOG.next.asciidoc
+++ b/CHANGELOG.next.asciidoc
@@ -66,6 +66,7 @@ https://github.com/elastic/beats/compare/v7.0.0-alpha2...master[Check the HEAD d
 - Fix k8s pods annotations broken schema. {pull}16554[16554]
 - Upgrade go-ucfg to latest v0.8.3. {pull}16450{16450}
 - Fix `NewContainerMetadataEnricher` to use default config for kubernetes module. {pull}16857[16857]
+- Improve some logging messages for add_kubernetes_metadata processor {pull}16866{16866}
 
 *Auditbeat*
 
diff --git a/filebeat/processor/add_kubernetes_metadata/matchers.go b/filebeat/processor/add_kubernetes_metadata/matchers.go
index 805e55fb43b..e422e45d793 100644
--- a/filebeat/processor/add_kubernetes_metadata/matchers.go
+++ b/filebeat/processor/add_kubernetes_metadata/matchers.go
@@ -86,7 +86,7 @@ func (f *LogPathMatcher) MetadataIndex(event common.MapStr) string {
 		logp.Debug("kubernetes", "Incoming log.file.path value: %s", source)
 
 		if !strings.Contains(source, f.LogsPath) {
-			logp.Debug("kubernetes", "Error extracting container id - source value does not contain matcher's logs_path '%s'.", f.LogsPath)
+			logp.Err("Error extracting container id - source value does not contain matcher's logs_path '%s'.", f.LogsPath)
 			return ""
 		}
 
@@ -105,7 +105,7 @@ func (f *LogPathMatcher) MetadataIndex(event common.MapStr) string {
 					return podUID
 				}
 
-				logp.Debug("kubernetes", "Error extracting pod uid - source value contains matcher's logs_path, however it is too short to contain a Pod UID.")
+				logp.Err("Error extracting pod uid - source value contains matcher's logs_path, however it is too short to contain a Pod UID.")
 			}
 		} else {
 			// In case of the Kubernetes log path "/var/log/containers/",
@@ -125,7 +125,7 @@ func (f *LogPathMatcher) MetadataIndex(event common.MapStr) string {
 				return cid
 			}
 
-			logp.Debug("kubernetes", "Error extracting container id - source value contains matcher's logs_path, however it is too short to contain a Docker container ID.")
+			logp.Err("Error extracting container id - source value contains matcher's logs_path, however it is too short to contain a Docker container ID.")
 		}
 	}
 
diff --git a/filebeat/processor/add_kubernetes_metadata/matchers_test.go b/filebeat/processor/add_kubernetes_metadata/matchers_test.go
index 82addc9d3b4..e7b5f3dac56 100644
--- a/filebeat/processor/add_kubernetes_metadata/matchers_test.go
+++ b/filebeat/processor/add_kubernetes_metadata/matchers_test.go
@@ -85,8 +85,8 @@ func TestLogsPathMatcher_AnotherLogDir(t *testing.T) {
 	cfgLogsPath := "/var/log/other/"
 	sourcePath := "/var/log/other/%s.log"
 	if runtime.GOOS == "windows" {
-		cfgLogsPath = "C:\\var\\log\\other\\"
-		sourcePath = "C:\\var\\log\\other\\%s.log"
+		cfgLogsPath = "C:\\var\\log\\othere\\"
+		sourcePath = "C:\\var\\log\\othere\\%s.log"
 	}
 
 	source := fmt.Sprintf(sourcePath, cid)
diff --git a/libbeat/processors/add_kubernetes_metadata/kubernetes.go b/libbeat/processors/add_kubernetes_metadata/kubernetes.go
index b3bec529420..97bb88da02d 100644
--- a/libbeat/processors/add_kubernetes_metadata/kubernetes.go
+++ b/libbeat/processors/add_kubernetes_metadata/kubernetes.go
@@ -206,11 +206,14 @@ func (k *kubernetesAnnotator) Run(event *beat.Event) (*beat.Event, error) {
 	}
 	index := k.matchers.MetadataIndex(event.Fields)
 	if index == "" {
+		k.log.Debug("No container match string, not adding kubernetes data")
 		return event, nil
 	}
 
+	k.log.Debugf("Using the following index key %s", index)
 	metadata := k.cache.get(index)
 	if metadata == nil {
+		k.log.Debugf("Index key %s did not match any of the cached resources", index)
 		return event, nil
 	}
 
@@ -224,6 +227,7 @@ func (k *kubernetesAnnotator) Run(event *beat.Event) (*beat.Event, error) {
 func (k *kubernetesAnnotator) addPod(pod *kubernetes.Pod) {
 	metadata := k.indexers.GetMetadata(pod)
 	for _, m := range metadata {
+		k.log.Debugf("Created index %s for pod %s/%s", m.Index, pod.GetNamespace(), pod.GetName())
 		k.cache.set(m.Index, m.Data)
 	}
 }
diff --git a/libbeat/processors/add_kubernetes_metadata/kubernetes_test.go b/libbeat/processors/add_kubernetes_metadata/kubernetes_test.go
index 7d18d169e40..dec8f446fdc 100644
--- a/libbeat/processors/add_kubernetes_metadata/kubernetes_test.go
+++ b/libbeat/processors/add_kubernetes_metadata/kubernetes_test.go
@@ -25,6 +25,7 @@ import (
 
 	"github.com/elastic/beats/v7/libbeat/beat"
 	"github.com/elastic/beats/v7/libbeat/common"
+	"github.com/elastic/beats/v7/libbeat/logp"
 )
 
 // Test metadata updates don't replace existing pod metrics
@@ -38,6 +39,7 @@ func TestAnnotatorDeepUpdate(t *testing.T) {
 	}
 
 	processor := kubernetesAnnotator{
+		log:   logp.NewLogger(selector),
 		cache: newCache(10 * time.Second),
 		matchers: &Matchers{
 			matchers: []Matcher{matcher},